Bromosulfalein

For research use only. Not for therapeutic Use.

  • CAT Number: I023728
  • CAS Number: 71-67-0
  • Molecular Formula: C20H8Br4Na2O10S2
  • Molecular Weight: 837.99
  • Purity: ≥95%
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Bromosulfalein (Cat.No:I023728) has been commonly used as both a substrate and inhibitor of organic anionic transporting polypeptide 1B1 (OATP1B1), OATP1B3, OATP1A2, and OATP2B1, as well as multidrug resistance protein 2 (MDR2). It has also been used for in vivo studies of liver and biliary system function and as an anionic dye for the quantitative estimation of protein levels in tissue homogenates or purified samples.


Catalog Number I023728
CAS Number 71-67-0
Synonyms

Bromosulfalein, Bromosulfophthalein, Bromosulphalein, Sulfobromophthalein, Sulphobromophthalein

Molecular Formula C20H8Br4Na2O10S2
Purity ≥95%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
IUPAC Name disodium;2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfonatophenyl)-3-oxo-2-benzofuran-1-yl]benzenesulfonate
InChI InChI=1S/C20H10Br4O10S2.2Na/c21-15-13-14(16(22)18(24)17(15)23)20(34-19(13)27,7-1-3-9(25)11(5-7)35(28,29)30)8-2-4-10(26)12(6-8)36(31,32)33;;/h1-6,25-26H,(H,28,29,30)(H,31,32,33);;/q;2*+1/p-2
InChIKey GHAFORRTMVIXHS-UHFFFAOYSA-L
SMILES O=C1OC(C2=CC(S([O-])(=O)=O)=C(O)C=C2)(C3=CC(S([O-])(=O)=O)=C(O)C=C3)C4=C(Br)C(Br)=C(Br)C(Br)=C41.[Na+].[Na+]
Reference

1. Consortium, I.T., Giacomini, K.M., Huang, S.M., et al. Membrane transporters in drug development. Nat. Rev. Drug Dis. 9(3), 215-236 (2010).
2. Izumi, S., Nozaki, Y., Komori, T., et al. Substrate-dependent inhibition of organic anion transporting polypeptide 1B1: Comparative analysis with prototypical probe substrates estradiol-17β-glucuronide, estrone-3-sulfate, and sulfobromophthalein. Drug Metab. Dispos. 41(10), 1859-1866 (2013).
3. Karlgren, M., Vildhede, A., Norinder, U., et al. Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): Influence of protein expression on drug-drug interactions. J. Med Chem. 55(10), 4740-4763 (2012).
4. Patik, I., Székely, V., Német, O., et al. Identification of novel cell-impermeant fluorescent substrates for testing the function and drug interaction of organic anion-transporting polypeptides, OATP1B1/1B3 and 2B1. Sci. Rep. 8(1), 2630 (2018).
5. Zhang, J., Zhang, M., Sun, B., et al. Hyperammonemia enhances the function and expression of P-glycoprotein and Mrp2 at the blood-brain barrier through NF-κB. J. Neurochem. 131(6), 791-802 (2014).
6. Matsson, P., Pedersen, J.M., Norinder, U., et al. Identification of novel specific and general inhibitors of the three major human ATP-binding cassette transporters P-gp, BCRP and MRP2 among registered drugs. Pharm Res. 26(8), 1816-1831 (2009).
7. Itoh, T., Itagaki, S., Sasaki, K., et al. Pharmacokinetic modulation of irinotecan metabolites by sulphobromophthalein in rats. J. Pharm. Pharmacol. 56(6), 809-812 (2004).
8. Oh, J.H., Park, S.E., Shim, C.K., et al. Biliary clearance of bromosulfophthalein in anesthetized and freely moving conscious rat. Biopharm. Drug. Dispos. 30(2), 94-98 (2009).
9. McGuire, J.C., Taylor, P., and Greene, L.A. A modified bromosulfalein assay for the quantitative estimation of protein. Anal. Biochem. 83(1), 75-81 (1977).

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